Looking for the ideal vacation rental in Upper Town? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.
Apartments, Cheap, Accommodations, Parking, Spa, Lodgings, Places to stay, Self-catering
Good
15 reviews
AC, Free Parking, Heater, Internet, Kitchen, Laundry, Outdoor Space, TV, Washer
Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay
Review score
27 reviews
AC, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking, TV
Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering
Very Good
18 reviews
AC, Breakfast Included, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Fabulous
4 reviews
B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay
Good
115 reviews
AC, Breakfast Included, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave
Exceptional
15 reviews
Guest Services, Security/Safety, Internet, Accessibility, Parking
Very Good
243 reviews
AC, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry
Fabulous
28 reviews
Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering
Very Good
17 reviews
Heater, Internet, Kitchen, Living Area, Microwave, No Smoking
Good
1 reviews
Balcony/Terrace, Security/Safety, Parking, View, Internet, Guest Services, Breakfast
AC, Crib, Internet, Kitchen, Laundry, Microwave, No Smoking, TV, Washer
Superb
3 reviews
Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Jacuzzis, Places to stay, Family
Fabulous
95 reviews
AC, Balcony, Internet, Kitchen, Living Area, Microwave, No Smoking, TV
Apartments, Cheap, Accommodations, Lodgings, Vacation rentals, Places to stay, Family, Self-catering
Fabulous
78 reviews
Elevator, Housekeeping, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, TV
Exceptional
7 reviews
AC, Heater, Internet, Kitchen, No Smoking, TV
AC, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Washer
AC, Balcony, Crib, Heater, Internet, Kitchen, Laundry, Living Area, Microwave
Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Upper Town.
What makes our vacation rentals stand out?
Every vacation rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best vacation rentals in Upper Town are:
There are a lot of options in Upper Town. If you plan on staying in the Upper Town area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Upper Town
You can explore 378 verified vacation rentals in Upper Town. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.
Vacation rental prices in Upper Town vary depending on the season, property size, and location. Rates typically start from around $33 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.
Most vacation rentals in Upper Town include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.
Yes, many vacation rentals in Upper Town welcome pets. Currently, 7 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.
For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.
Vacation rentals in Upper Town often include amenities such as Internet, Wellness Facilities, and Fireplace/Heating. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.
You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.